7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Base Information

Chemical Name:7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
CAS No.:121332-89-6
Molecular Formula:C₂₄H₂₃F₃N₄O₄
Molecular Weight:488.466
Hs Code.:

7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Synonyms:7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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Chemical Property of 7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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Technology Process of 7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

There total 13 articles about 7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

: 100491-29-0
ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

: 114677-00-8
(2S,4S)-4-Acetylamino-2-methylpyrrolidine

: 121332-89-6
7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: With triethylamine; In pyridine; at 65 ℃; for 336h;
DOI:10.1021/jm00403a020

Reference yield:

: 114676-69-6
(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

: 121332-89-6
7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 93 percent / lithium borohydride / tetrahydrofuran / 16 h

3: 94 percent / triethylamine / CH₂Cl₂ / 15 h

4: lithium triethylborohydride / tetrahydrofuran / 2 h

5: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h

6: 16.1 g / triethylamine / CH₂Cl₂ / 14 h

7: 43 percent / tetra-n-butylammonium azide / acetonitrile / 3 h / 65 °C

8: hydrogen / 10percent palladium on carbon / methanol / 1 h / 3040 Torr

9: triethylamine / pyridine / 19 h / Ambient temperature

10: trifluoroacetic acid / 0.25 h

11: 78 percent / triethylamine / pyridine / 336 h / 65 °C

With 1H-imidazole; lithium borohydride; tetrabutyl ammonium fluoride; hydrogen; tetrabutylammoniun azide; lithium triethylborohydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00403a020

Reference yield:

: 114676-59-4
(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

: 121332-89-6
7-((2S,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / triethylamine / CH₂Cl₂ / 12 h

2: 99 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

3: 93 percent / lithium borohydride / tetrahydrofuran / 16 h

4: 94 percent / triethylamine / CH₂Cl₂ / 15 h

5: lithium triethylborohydride / tetrahydrofuran / 2 h

6: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h

7: 16.1 g / triethylamine / CH₂Cl₂ / 14 h

8: 43 percent / tetra-n-butylammonium azide / acetonitrile / 3 h / 65 °C

9: hydrogen / 10percent palladium on carbon / methanol / 1 h / 3040 Torr

10: triethylamine / pyridine / 19 h / Ambient temperature

11: trifluoroacetic acid / 0.25 h

12: 78 percent / triethylamine / pyridine / 336 h / 65 °C

With 1H-imidazole; lithium borohydride; tetrabutyl ammonium fluoride; hydrogen; tetrabutylammoniun azide; lithium triethylborohydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00403a020